CA2513613A1 - Indolylmaleimide derivatives - Google Patents
Indolylmaleimide derivatives Download PDFInfo
- Publication number
- CA2513613A1 CA2513613A1 CA002513613A CA2513613A CA2513613A1 CA 2513613 A1 CA2513613 A1 CA 2513613A1 CA 002513613 A CA002513613 A CA 002513613A CA 2513613 A CA2513613 A CA 2513613A CA 2513613 A1 CA2513613 A1 CA 2513613A1
- Authority
- CA
- Canada
- Prior art keywords
- formula
- compound
- 4alkyl
- salt
- pharmaceutically acceptable
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- WIQRSJOCVVPMPS-UHFFFAOYSA-N 3-(1h-indol-2-yl)pyrrole-2,5-dione Chemical class O=C1NC(=O)C(C=2NC3=CC=CC=C3C=2)=C1 WIQRSJOCVVPMPS-UHFFFAOYSA-N 0.000 title description 3
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 150000001721 carbon Chemical group 0.000 claims description 12
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
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- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
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- 125000004195 4-methylpiperazin-1-yl group Chemical group [H]C([H])([H])N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 9
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 3
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- CGTADGCBEXYWNE-JUKNQOCSSA-N zotarolimus Chemical compound N1([C@H]2CC[C@@H](C[C@@H](C)[C@H]3OC(=O)[C@@H]4CCCCN4C(=O)C(=O)[C@@]4(O)[C@H](C)CC[C@H](O4)C[C@@H](/C(C)=C/C=C/C=C/[C@@H](C)C[C@@H](C)C(=O)[C@H](OC)[C@H](O)/C(C)=C/[C@@H](C)C(=O)C3)OC)C[C@H]2OC)C=NN=N1 CGTADGCBEXYWNE-JUKNQOCSSA-N 0.000 description 1
Classifications
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
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- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
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- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Immunology (AREA)
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- Diabetes (AREA)
- Neurology (AREA)
- Heart & Thoracic Surgery (AREA)
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- Pulmonology (AREA)
- Dermatology (AREA)
- Hospice & Palliative Care (AREA)
- Physical Education & Sports Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Hematology (AREA)
- Virology (AREA)
- Urology & Nephrology (AREA)
- Molecular Biology (AREA)
- Ophthalmology & Optometry (AREA)
- Vascular Medicine (AREA)
- Communicable Diseases (AREA)
- Psychiatry (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Pain & Pain Management (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0303319.8A GB0303319D0 (en) | 2003-02-13 | 2003-02-13 | Organic compounds |
| GB0303319.8 | 2003-02-13 | ||
| PCT/EP2004/001323 WO2004072062A2 (en) | 2003-02-13 | 2004-02-12 | Indolylmaleimide derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2513613A1 true CA2513613A1 (en) | 2004-08-26 |
Family
ID=9952961
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002513613A Abandoned CA2513613A1 (en) | 2003-02-13 | 2004-02-12 | Indolylmaleimide derivatives |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US7820672B2 (enExample) |
| EP (2) | EP2075249B1 (enExample) |
| JP (2) | JP2006515004A (enExample) |
| CN (1) | CN100439359C (enExample) |
| AT (2) | ATE463491T1 (enExample) |
| BR (1) | BRPI0407512A (enExample) |
| CA (1) | CA2513613A1 (enExample) |
| DE (1) | DE602004026415D1 (enExample) |
| ES (2) | ES2343115T3 (enExample) |
| GB (1) | GB0303319D0 (enExample) |
| PT (1) | PT1597250E (enExample) |
| WO (1) | WO2004072062A2 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
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| DE602006019732D1 (de) | 2005-07-11 | 2011-03-03 | Novartis Ag | Indolylmaleimidderivate |
| US7678363B2 (en) | 2005-08-26 | 2010-03-16 | Braincells Inc | Methods of treating psychiatric conditions comprising administration of muscarinic agents in combination with SSRIs |
| EP2258358A3 (en) | 2005-08-26 | 2011-09-07 | Braincells, Inc. | Neurogenesis with acetylcholinesterase inhibitor |
| EP2377530A3 (en) | 2005-10-21 | 2012-06-20 | Braincells, Inc. | Modulation of neurogenesis by PDE inhibition |
| EP1942879A1 (en) | 2005-10-31 | 2008-07-16 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| WO2007134136A2 (en) | 2006-05-09 | 2007-11-22 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
| US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
| EP2094689B1 (en) * | 2006-12-19 | 2013-04-03 | Novartis AG | Indolylmaleimide derivatives as kinase inhibitors |
| US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
| CN101671329B (zh) * | 2009-06-17 | 2012-11-07 | 东华大学 | 3-氨基醇取代的吲哚马来酰亚胺化合物、其制备和应用 |
| CA2892927A1 (en) * | 2012-12-10 | 2014-06-19 | Centogene Ag | Use of maleimide derivatives for preventing and treating leukemia |
| CN104693198B (zh) * | 2014-12-13 | 2017-03-08 | 浙江工业大学 | 3‑(1,2,4‑三氮唑并[4,3‑a]吡啶‑3‑基)‑4‑(1H‑吲哚‑3‑基)马来酰亚胺类衍生物及其制备方法和应用 |
| SG11201708804WA (en) | 2015-05-07 | 2017-11-29 | Agenus Inc | Anti-ox40 antibodies and methods of use thereof |
| AU2016364889B2 (en) | 2015-12-02 | 2024-01-04 | Agenus Inc. | Antibodies and methods of use thereof |
| EP3538152A4 (en) | 2016-11-09 | 2020-09-30 | Agenus Inc. | ANTI-OX40 ANTIBODIES, ANTI-GITR ANTIBODIES, AND PROCESSES FOR USE |
| WO2018132636A1 (en) * | 2017-01-12 | 2018-07-19 | The Research Foundation For The State University Of New York | [18f]maleimide-based glycogen synthase kinase-3beta ligands for positron emission tomography imaging and radiosynthesis method |
| CN110551103B (zh) * | 2018-05-30 | 2022-08-23 | 北京大学深圳研究生院 | 一种jak3选择性抑制剂 |
| AU2020218366A1 (en) | 2019-02-08 | 2021-09-16 | Frequency Therapeutics, Inc. | Valproic acid compounds and Wnt agonists for treating ear disorders |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0629947B2 (ja) | 1986-07-16 | 1994-04-20 | 正浩 入江 | 光学記録材料 |
| IL89167A (en) | 1988-02-10 | 1994-02-27 | Hoffmann La Roche | Substituted pyrroles, their manufacture and pharmaceutical compositions containing them |
| DE4005970A1 (de) | 1990-02-26 | 1991-08-29 | Boehringer Mannheim Gmbh | Neue trisubstituierte maleinimide, verfahren zu ihrer herstellung sowie arzneimittel, die diese verbindungen enthalten |
| GB9123396D0 (en) | 1991-11-04 | 1991-12-18 | Hoffmann La Roche | A process for the manufacture of substituted maleimides |
| AU3761393A (en) | 1992-03-20 | 1993-10-21 | Wellcome Foundation Limited, The | Indole derivatives with antiviral activity |
| JPH06161024A (ja) | 1992-11-26 | 1994-06-07 | Sanyo Electric Co Ltd | 光学記録材料 |
| US5405864A (en) | 1993-10-15 | 1995-04-11 | Syntex (U.S.A.) Inc. | Chemotherapeutic maleimides |
| US5559228A (en) | 1995-03-30 | 1996-09-24 | Eli Lilly And Company | Synthesis of bisindolylmaleimides |
| JPH0961647A (ja) | 1995-08-25 | 1997-03-07 | Nippon Telegr & Teleph Corp <Ntt> | 光素子用有機材料 |
| FR2772266B1 (fr) | 1997-12-12 | 2000-02-04 | Oreal | Utilisation d'agent de coloration photochrome dans une composition cosmetique, et composition cosmetique le comprenant |
| EP1119548B1 (en) | 1998-10-08 | 2004-12-08 | SmithKline Beecham plc | 3-(3-chloro-4-hydroxyphenylamino)-4-(2-nitrophenyl)-1h-pyrrole-2,5-dione as glycogen synthase kinase-3 inhibitor (gsk-3) |
| GB9828640D0 (en) | 1998-12-23 | 1999-02-17 | Smithkline Beecham Plc | Novel method and compounds |
| US6359150B1 (en) | 1999-08-31 | 2002-03-19 | Kyocera Corporation | Photochromic compound and optical function device using the same |
| AU1189201A (en) | 1999-10-22 | 2001-05-08 | Eli Lilly And Company | Therapeutic compositions including protein kinase c inhibitors |
| US6281356B1 (en) | 1999-12-22 | 2001-08-28 | Hoffmann-La Roche Inc. | Substituted pyrroles |
| MXPA02011079A (es) | 2000-05-11 | 2004-08-19 | Consejo Superior Investigacion | Inhibidores heterociclicos de quinasa de sintasa de glucogeno gsk3. |
| ATE284885T1 (de) | 2000-07-27 | 2005-01-15 | Hoffmann La Roche | 3-indolyl-4-phenyl-1h-pyrrol-2,5-dion derivate als glycogen synthase kinase 3beta inhibitoren |
| KR100748386B1 (ko) | 2000-11-07 | 2007-08-10 | 노파르티스 아게 | 단백질 키나제 ｃ 억제제로서의 인돌릴말레이미드 유도체 |
| JP2002285146A (ja) | 2001-03-27 | 2002-10-03 | Masahiro Irie | フォトクロミック組成物及び線量計 |
| DE60209471D1 (de) | 2001-03-29 | 2006-04-27 | Topo Target As Copenhagen Koeb | Succinimid- und maleimidderivate und ihre verwendung als katalytische inhibitoren der topoisomerase ii |
| BE1014306A6 (fr) | 2001-07-19 | 2003-08-05 | Project 21C | Dispositif de stationnement d'un cycle avec antivol. |
| WO2003076398A2 (en) * | 2002-03-08 | 2003-09-18 | Eli Lilly And Company | Pyrrole-2, 5-dione derivatives and their use as gsk-3 inhibitors |
| PE20040079A1 (es) * | 2002-04-03 | 2004-04-19 | Novartis Ag | Derivados de indolilmaleimida |
-
2003
- 2003-02-13 GB GBGB0303319.8A patent/GB0303319D0/en not_active Ceased
-
2004
- 2004-02-12 EP EP09004073A patent/EP2075249B1/en not_active Expired - Lifetime
- 2004-02-12 CN CNB2004800029076A patent/CN100439359C/zh not_active Expired - Fee Related
- 2004-02-12 AT AT04710393T patent/ATE463491T1/de active
- 2004-02-12 DE DE602004026415T patent/DE602004026415D1/de not_active Expired - Lifetime
- 2004-02-12 ES ES04710393T patent/ES2343115T3/es not_active Expired - Lifetime
- 2004-02-12 AT AT09004073T patent/ATE551335T1/de active
- 2004-02-12 BR BRPI0407512-9A patent/BRPI0407512A/pt not_active IP Right Cessation
- 2004-02-12 PT PT04710393T patent/PT1597250E/pt unknown
- 2004-02-12 EP EP04710393A patent/EP1597250B8/en not_active Expired - Lifetime
- 2004-02-12 WO PCT/EP2004/001323 patent/WO2004072062A2/en not_active Ceased
- 2004-02-12 US US10/542,175 patent/US7820672B2/en not_active Expired - Fee Related
- 2004-02-12 CA CA002513613A patent/CA2513613A1/en not_active Abandoned
- 2004-02-12 JP JP2005518422A patent/JP2006515004A/ja not_active Ceased
- 2004-02-12 ES ES09004073T patent/ES2385071T3/es not_active Expired - Lifetime
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2009
- 2009-07-14 JP JP2009165725A patent/JP2009280592A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US20060058356A1 (en) | 2006-03-16 |
| ATE551335T1 (de) | 2012-04-15 |
| JP2009280592A (ja) | 2009-12-03 |
| ES2343115T3 (es) | 2010-07-23 |
| GB0303319D0 (en) | 2003-03-19 |
| DE602004026415D1 (de) | 2010-05-20 |
| EP2075249A2 (en) | 2009-07-01 |
| ATE463491T1 (de) | 2010-04-15 |
| EP2075249A3 (en) | 2009-09-02 |
| WO2004072062A3 (en) | 2004-11-04 |
| BRPI0407512A (pt) | 2006-02-14 |
| EP2075249B1 (en) | 2012-03-28 |
| EP1597250B1 (en) | 2010-04-07 |
| WO2004072062A2 (en) | 2004-08-26 |
| ES2385071T3 (es) | 2012-07-17 |
| US7820672B2 (en) | 2010-10-26 |
| CN100439359C (zh) | 2008-12-03 |
| CN1742005A (zh) | 2006-03-01 |
| EP1597250A2 (en) | 2005-11-23 |
| PT1597250E (pt) | 2010-06-25 |
| EP1597250B8 (en) | 2010-05-19 |
| JP2006515004A (ja) | 2006-05-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |